[ CAS No. 120221-14-9 ] {[proInfo.proName]}

Name: 120221-14-9|(2S,3R,4S,5S,6R)-2-(2-Chloro-4-nitrophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol|95%
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SKU: A274483
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Quality Control of [ 120221-14-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 120221-14-9 ]

SDS Specification

Alternatived Products of [ 120221-14-9 ]

Product Details of [ 120221-14-9 ]

CAS No. :	120221-14-9	MDL No. :	MFCD00037475
Formula :	C₁₂H₁₄ClNO₈	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PJCVBKZRKNFZOD-RMPHRYRLSA-N
M.W :	335.69	Pubchem ID :	18651654
Synonyms :

Calculated chemistry of [ 120221-14-9 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.5
Num. rotatable bonds :	4
Num. H-bond acceptors :	8.0
Num. H-bond donors :	4.0
Molar Refractivity :	74.42
TPSA :	145.2 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.26 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.1
Log Po/w (XLOGP3) :	0.12
Log Po/w (WLOGP) :	-0.57
Log Po/w (MLOGP) :	-1.32
Log Po/w (SILICOS-IT) :	-2.22
Consensus Log Po/w :	-0.58

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.93
Solubility :	3.9 mg/ml ; 0.0116 mol/l
Class :	Very soluble
Log S (Ali) :	-2.72
Solubility :	0.632 mg/ml ; 0.00188 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-0.18
Solubility :	219.0 mg/ml ; 0.653 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	4.21

Safety of [ 120221-14-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 120221-14-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 120221-14-9 ]

[ 120221-14-9 ] Synthesis Path-Downstream 1~48

1
[ 1263-76-9 ]
[ 120221-14-9 ]
[ 145072-72-6 ]
o-chloro-p-nitrophenyl 3¹-O-maltotriosyl-β-D-glucopyranoside [ No CAS ]

Reference： [1]Carbohydrate Research,1993,vol. 250,p. 57 - 66

2
[ 99304-80-0 ]
[ 143206-27-3 ]
[ 120221-14-9 ]
(2R,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-Chloro-4-nitro-phenoxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol [ No CAS ]

Reference： [1]Carbohydrate Research,2000,vol. 329,p. 579 - 585

3
[ 145072-72-6 ]
[ 143206-27-3 ]
[ 120221-14-9 ]
(2R,3R,4S,5S,6R)-2-{(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6S)-6-(2-Chloro-4-nitro-phenoxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol [ No CAS ]

Reference： [1]Carbohydrate Research,2000,vol. 329,p. 579 - 585

4
[ 120221-14-9 ]
[ 2280-44-6 ]
[ 619-08-9 ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 7217 - 7226

5
[ 572-09-8 ]
[ 120221-14-9 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089
[2]Angewandte Chemie - International Edition,2016,vol. 55,p. 12338 - 12342
Angew. Chem.,2016,vol. 128,p. 12526 - 12530,5

6
[ 35023-71-3 ]
[ 120221-14-9 ]

Yield	Reaction Conditions	Operation in experiment
40%	With ammonia; In methanol; at 20.0℃;	General procedure: Typically, the peracetylated aryl glycopyranosides 12 were suspended in 12-15mL 7M ammonia in methanol and stirred at ambient temperature. After 5-24h, all volatile material was evaporated. The resulting residue was recrystallized from ethyl acetate or purified by column chromatography on silica gel as noted yielding the target compounds [26].

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089
[2]Angewandte Chemie - International Edition,2016,vol. 55,p. 12338 - 12342
Angew. Chem.,2016,vol. 128,p. 12526 - 12530,5
[3]Journal of Catalysis,2016,vol. 338,p. 349 - 364

7
[ 120221-14-9 ]
[ 1397274-82-6 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

8
[ 120221-14-9 ]
[ 1397274-87-1 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

9
[ 120221-14-9 ]
[ 1397274-88-2 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

10
[ 120221-14-9 ]
[ 1397274-89-3 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

11
[ 120221-14-9 ]
[ 1397274-90-6 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

12
[ 120221-14-9 ]
[ 1397274-83-7 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

13
[ 120221-14-9 ]
C₃₃H₂₄ClNO₁₁ [ No CAS ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

14
[ 58479-61-1 ]
[ 120221-14-9 ]
[ 1397274-86-0 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089

15
[ 619-08-9 ]
[ 120221-14-9 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 5086 - 5089
[2]Journal of Catalysis,2016,vol. 338,p. 349 - 364

16
[ 120221-14-9 ]
[ 492-62-6 ]

Reference： [1]Carbohydrate Research,2014,vol. 385,p. 9 - 17

17
[ 120221-14-9 ]
2'-chloro-4'-nitrophenyl 3-O-acetyl-2-O-benzoyl-β-D-allopyranoside [ No CAS ]

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

18
[ 120221-14-9 ]
2'-chloro-4'-nitrophenyl 2-benzoyl-4,6-benzylidene-β-D-glucopyranoside [ No CAS ]

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

19
[ 120221-14-9 ]
2'-chloro-4'-nitrophenyl 2-O-benzoyl-4,6-benzylidene-3-O-triflyl-β-D-glucopyranoside [ No CAS ]

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

20
[ 120221-14-9 ]
2'-chloro-4'-nitrophenyl 3-O-acetyl-2-O-benzoyl-4,6-benzylidene-β-D-allopyranoside [ No CAS ]

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

21
[ 534-15-6 ]
[ 120221-14-9 ]
2'-chloro-4'-nitrophenyl 4,6-benzylidene-β-D-glucopyranoside [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With camphor-10-sulfonic acid; at 20.0℃; for 2.0h;	The synthesis was performed according to a general protocol for related compounds [56]. Benzaldehyde dimethyl acetal (0.43g, 2.799mmol, 1.25equiv.) and camphorsulfonic acid (0.10g, 0.431mmol, 0.14equiv.) were added to the solution of 11f (0.75g, 2.239mmol) in 15mL acetonitrile at ambient temperature. After 2h, the solution was neutralized with 0.3mL trimethylamine, concentrated to yield a residue that was purified by column chromatography over silica gel (hexane/ethyl acetate=4/1-1/1, v/v) to give 17 (0.82g, 1.953mmol, 87%) as a colorless solid; Rf 0.17 (SiO2, cyclohexane/ethyl acetate=2/1, v/v); mp 222-224C; deltaH (CD3OD) 8.33 (d, 2.8, 1H), 8.20 (dd, 9.0, 2.8, 1H), 7.49-7.56 (m, 2H), 7.46 (d, 9.3, 1H), 7.31-7.40 (m, 2H), 5.62 (s, 1H), 5.34 (d, 7.8, 1H), 4.33 (dd, 9.8, 4.5, 1H), 3.66-3.84 (m, 4H), 3.61 (t, 9.2, 1H); deltaC (CD3OD) 159.1, 143.8, 139.0, 130.0, 129.1, 127.5, 126.8, 124.9, 124.9, 116.8, 103.0, 102.1, 81.7, 75.4, 74.7, 69.4, 67.9; HRMS, ESI-TOF+ m/z calcd. for C19H18ClNNaO8 [M+Na]+: 446.0619; found 446.0622.

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

22
C₁₆H₂₂O₁₁*BrH [ No CAS ]
[ 120221-14-9 ]

Reference： [1]Journal of Catalysis,2016,vol. 338,p. 349 - 364

23
[ 83-87-4 ]
[ 120221-14-9 ]

Reference： [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 12338 - 12342
Angew. Chem.,2016,vol. 128,p. 12526 - 12530,5

24
UDP [ No CAS ]
[ 120221-14-9 ]
[ 133-89-1 ]

Reference： [1]Angewandte Chemie - International Edition,2016,vol. 55,p. 12338 - 12342
Angew. Chem.,2016,vol. 128,p. 12526 - 12530,5

25
[ 58880-19-6 ]
[ 120221-14-9 ]
trichostatin C [ No CAS ]